Holiday rentals with a pool in Door County

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Top-rated rentals with a pool in Door County

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
The living area is adorned with a modern light fixture and features a sectional sofa accompanied by two leather armchairs. A round coffee table is centered on a decorative rug. Natural light filters through the windows, enhancing the inviting atmosphere.
Apartment in Egg Harbor
4.93 out of 5 average rating, 165 reviews

DoorCo Getaway@Landmark Resort

2-bedroom condo at the Landmark Resort in the heart of Door County, set on 40 wooded acres. Guests enjoy an indoor pool, 2 heated outdoor pools (May–Oct), hot tub, sauna, casual dining, bay-view common areas. Amenities include a fitness center, tennis, basketball, pickleball, shuffleboard and volleyball courts, playground, hiking trails, restaurant, outdoor gas grills, EV charging, laundry facilities, and free parking. Condo includes AC. PLEASE NOTE: $10 resort fee+tax per day due at check-in.

Guest favourite
Townhouse in Egg Harbor
4.91 out of 5 average rating, 191 reviews

Newly remodeled Indoor pool/hottub Egg Harbor #51

Newly remodeled Townhouse condo at Meadow Ridge in Egg Harbor. New pictures coming soon. 1/2 mile from downtown Egg Harbor and the Egg Harbor Fun Park. This condo has 3 bedrooms, master has king size bed, 2nd bedroom has 2 full size beds and the 3rd bedroom has a King size bed. Living room also has a pull out sofa. 2 1/2 bath. Also has an attached 1 stall garage with a gas grill. Upper and lower deck. New beds and TVs. Poolhouse features an indoor pool/hottub located at the Condo entrance.

Guest favourite
A view showcases a well-appointed home nestled among vibrant green trees, with hints of autumn colors. The surrounding landscape gently slopes toward a serene lake, reflecting the lush greenery and clouded sky.
Apartment in Sister Bay
5 out of 5 average rating, 19 reviews

Peaceful Nature Retreat! Short Walk 2 Pebble Beach

All newly furnished and fresh! Cozy fresh linens and furnishings that make you feel like this is your "Home Away From Home". This condo is tucked just 1 mile south of Sister Bay. It is located on a private setting adjacent to Bay Ridge Golf that is now a natural area, home to many happy wildlife residence. This peaceful setting is a 10 minute walk to serene Pebble Beach. Come escape and relax in our quiet setting -walk the trails & quiet country roads. Refresh with a dip in our pool.

Guest favourite
A view of the Evergreen Hill Condominiums showcases a row of two-level condos set against a backdrop of green trees. The image features a fenced swimming pool with a cover and lounge chairs arranged nearby, creating a serene outdoor space.
Apartment in Fish Creek
4.91 out of 5 average rating, 287 reviews

Evergreen Hill A Whirlpool Condo by Pen State Park

It’s all about location and this is the perfect central location for your Door County adventure! A rental condos are set on a lovely, peaceful street in Fish Creek. On warm days, enjoy hiking, swimming, biking, boating, camping, picnicking, fishing, and golf. When snow is on the ground, spend time cross-country skiing, snow shoeing, snowmobiling, and sledding. Daily housekeeping is not included. You can add it for $24 per day if you would like, just let us know when you pick up your key.

Top guest favourite
A spacious living area is presented, featuring a large sectional sofa and an accent chair. Natural light filters through multiple windows. The adjoining dining area includes a long table surrounded by several chairs. A view of the modern kitchen with dark cabinetry is visible in the background.
Townhouse in Egg Harbor
4.93 out of 5 average rating, 166 reviews

Beautifully Updated Egg Harbor Townhouse in town!

Awesome location and beautifully updated Unit 52 Townhouse style condo at Meadow Ridge Resort in Egg Harbor. Right at the top of the hill at the start of Egg Harbor. One mile to the public beach, 1/2 mile from downtown. Directly next to Harbor Ridge Winery! This 3 bedroom, 2 living room unit is one of only a few at Meadow Ridge with no one above/below and has direct access-no hotel style common area. Attached garage with gas grill. Large deck. Indoor pool and hot tub in clubhouse!

Guest favourite
The entrance to Meadow Ridge is marked by a stone facade featuring two blue signs. Surrounding greenery is complemented by pumpkins arranged on a stone outcrop, creating a seasonal display. Soft light illuminates the scene, highlighting the welcoming aspect of the property.
Apartment in Egg Harbor
4.91 out of 5 average rating, 112 reviews

Entire Townhouse -Escape to Door County

Unit F22 in Meadow Ridge is just a minute away from beautiful Egg Harbor! You’ll stay in a quiet townhouse with no one above or below you, with private parking and entrance. There is a gorgeous indoor pool, indoor hot tub, tennis court, and walking trail onsite. Right next door to Harbor Ridge Winery, minutes from fine dining, boutique shopping, a beautiful marina and beaches in quaint Egg Harbor. Down the road from an adventure park with go-karts, mini golf, arcade games and more!

Top guest favourite
A scenic view is framed by tall trees, revealing a shimmering body of water in the distance. Below, a swimming pool is situated amidst lush greenery, with sun loungers arranged around its perimeter. The landscape evokes a serene atmosphere, ideal for relaxation.
Apartment in Egg Harbor
5 out of 5 average rating, 23 reviews

Egg Harbor Vista View

Discover the ultimate vacation getaway in this charming 2-bedroom, 1-bathroom condo overlooking Egg Harbor and Green Bay from your private balcony. Peninsula State Park, Baileys Harbor, Fish Creek, and Sister Bay are nearby. Immerse yourself in Door County's rich cultural scene with a visit to a local winery, brewery, or restaurant. Whether you're seeking a romantic escape or family get away, the Egg Harbor Vista View will be at the center of your activities in Door County!

Guest favourite
An inviting outdoor pool area features a sparkling blue pool and a relaxing hot tub. Surrounding lounge chairs and tables offer a place to unwind, while the well-maintained landscaping provides a serene backdrop. The townhome structure can be seen in the distance.
Apartment in Fish Creek
4.94 out of 5 average rating, 31 reviews

Fish Creek Condo - Walk to Shopping, Dining & Park

Nestled in the heart of Fish Creek, the Hilltop Retreat offers the perfect blend of tranquility and convenience for your next Door County adventure. This charming two-bedroom, 1.5 bathroom townhome is just a short walk or bike ride from local shops, restaurants, and the breathtaking Peninsula State Park. Whether you're here for a relaxing escape or an action-packed getaway, this well-appointed condo delivers exceptional hospitality with top-tier cleanliness and comfort.

Guest favourite
The living area is furnished with a gray sectional sofa adorned with blue and patterned cushions. A wooden coffee table sits on a textured blue area rug, with a small plant placed on top. The open kitchen is visible in the background, featuring modern appliances and a dining island with seating.
Apartment in Egg Harbor
4.88 out of 5 average rating, 178 reviews

Condo Indoor Pool Meadow Ridge #23 Egg Harbor, WI

Condo F23 at Meadow Ridge Resort in Egg Harbor, remodeled in 2022. Directly at the top of the hill at the entrance to Egg Harbor. One mile to public beach and half a mile from downtown. This 1800sqft, 3 bedroom unit is one of few at Meadow Ridge with no one above or below you and has direct access versus a common entrance. Attached single stall garage with gas grill and four beach chairs for guest use. Large deck and backyard.

Guest favourite
Three distinct buildings are arranged around a landscaped area featuring green grass and meticulously maintained flower beds. A bicycle is parked along the winding pathway, which is surrounded by young trees and stone features, contributing to a sense of openness and inviting atmosphere.
Cottage in Sturgeon Bay
4.87 out of 5 average rating, 95 reviews

Door County Waterfront Cottage (119)

You will not find a nicer place to stay while you’re relaxing and enjoying all that Door County has to offer! It is a retreat where time can seem to stand still and you can redefine family and friendship in ultimate comfort. Every possible amenity is available on site or within walking distance. The Marina Cottage guests enjoy the full use and benefit of the pool facilities, which include both an outdoor pool and hot tub.

Superhost
A spacious living area features a high, vaulted ceiling with exposed beams. A stone fireplace serves as a focal point, complemented by bright artwork above. Large windows allow natural light, while comfortable seating is arranged for relaxation.
Home in Egg Harbor
4.74 out of 5 average rating, 23 reviews

The Cottage Condo in Charming Egg Harbor

Bring the entire family to the best location in Door County; Egg Harbor. Enjoy a charming walking path to town for coffee, dining, shopping, spirits and more. Minutes drive from the beach, and local golf course. 12 minute drive to Bailey's Harbor or Fish Creek. Amenities include tennis courts, shuffle board courts, outdoor pool, outdoor community fire pit, and a children's playground.

Guest favourite
Home in Fish Creek
4.86 out of 5 average rating, 14 reviews

Spruce Suite | Downtown Fish Creek~Dog-friendly

Stay in style at the Spruce Suite, a newly renovated 2BR/2BA at Spruce & Shore in Fish Creek. Walk to shops, dining, and the harbor—or explore Peninsula State Park. Enjoy luxury bedding, sleek design, a king ensuite, seasonal heated pool, and dog-friendly stays. After booking, a $500 security deposit and signed rental agreement are required.

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